IMAGINE… waking up every morning inspired to grow, be excellent, and make an impact. That’s what we do and we need your help!

How We Make an Impact

We Start With the World’s Best A-Team

When you join the Drake & Associates A-Team you get to work with a hand-selected and battle-tested team of extraordinary human beings passionately engaged in the mission of guiding good people, to make great decisions so they can enjoy retirement.

Our work is our art.

We pursue it with a relentless commitment to EXCELLENCE.


Those unusually driven, challenge oriented, GROWTH-minded A-players who have grit and love to hustle.

Most don’t. We understand that.


Below you’ll find a list of open opportunities here at Drake and Associates, LLC. Click on the link(s) below to apply online.

Lead Advisor

Relationship Advisor

Client Services Representative

Administrative Assistant (Waukesha, WI)

Administrative Assistant (Mequon, WI)

Client Experience Administrator (Waukesha, WI)

Business Development Coordinator


Below you’ll find a list of open opportunities here at Drake and Associates, LLC. Click on the link(s) below to apply online.

Lead Advisor

Relationship Advisor

Are You


Does this have you saying, “HECK YEAH!”

If so then we invite you to answer the call. To step up and join us in our mission.

We can promise you, it will be one of the greatest experiences of your life.


Money for Nothing
Start with three weeks paid time-off, available day one, with opportunities to earn more each year.

Additional Days Off
When we meet our goals, we prefer to give employees extra days off.


We offer Traditional and Roth 401(k)s with our company contributing 3% regardless of team member contributions. Employees under 50 years of age can contribute $22,500 per year in addition to the 3% company contribution. Are you 50+ years of age? You can contribute $29,000 each year in addition to the 3% company contribution. We can also show you how to fund a Traditional IRA or Roth IRA at $7,500 per year if under 50 and $11,000 if 50+. We know a lot about money, it’s what we do!

Let’s Stay Healthy

Blue Cross Blue Shield group health insurance plan with a great provider network.
It’s the same health insurance that Tony has for himself.
We pay for your health, dental, vision and life insurance.
Paid time-off to go to the doctor, dentist, etc.


Free lunches provided for weekly team building.
Free coffee (Nespresso), tea, sodas, water and hot cocoa and snacks — all on-site.

Want To Lend a Hand?

We support local charities financially and with paid time-off to volunteer.

Supporting Our Families

We are proud to support our families through sponsorships such as team and club sponsorship programs.

Use The Force, Luke.

Mentorship is part of the deal.
We want to help you as a person, not just as an employee.

How Do I Get There?

Waukesha location is just off the Guerke’s Corners exit on I-94.

Wow, You’re Smart.

We’ll pay for you to continue to advance your career.

Let’s have fun!

Quarterly team lunches and team building events off site.
Annual Team Holiday Party.

Paid-for Annual Trips

Company hits our goals, let’s all travel together.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.

Drake & Associates, LLC is committed to providing equal opportunity and reasonable accommodations to employees with disabilities. Drake & Associates, LLC complies with the Americans with Disabilities Act and all other applicable federal, state, and local laws regarding disability discrimination and accommodation.

As part of this commitment, Drake & Associates, LLC will ensure that persons with disabilities are provided reasonable accommodations for the hiring process. If reasonable accommodation is needed, please contact Robin Rettschlag, Director of Operations, (414) 409-7226 or

Tony Drake has been seen on:

Paid Sponsorships